All Photos(2)

695211

Sigma-Aldrich

tBuMePhos

All Photos(2)
Synonym(s):
t-Butyl MePhos, 2-Di-tert-butylphosphino-2′-methylbiphenyl
Empirical Formula (Hill Notation):
C21H29P
CAS Number:
255837-19-5
Molecular Weight:
312.43
MDL number:
MFCD03453047
PubChem Substance ID:
329761725
NACRES:
NA.22

reaction suitability

reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Reductions

Quality Level

100

mp

90-95 °C

functional group

phosphine

SMILES string

Cc1ccccc1-c2ccccc2P(C(C)(C)C)C(C)(C)C

InChI

1S/C21H29P/c1-16-12-8-9-13-17(16)18-14-10-11-15-19(18)22(20(2,3)4)21(5,6)7/h8-15H,1-7H3

InChI key

UJONYAVMBYXBJQ-UHFFFAOYSA-N

Related Categories

Packaging

1 g in glass bottle
500 mg in glass bottle

Application

A ligand for the palladium-catalyzed monoarylation of malonate esters, 1,3-diketones and isolated nitroalkanes.

Legal Information

Usage subject to US Patents 6307087 and 6395916.

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

More documents

Structure Search
Phosphine Ligand Application Guide
Buchwald Portfolio - Precatalysts and Ligands
Bulk Quote-Order Product
David S Surry et al.
Chemical science, 2(1), 27-50 (2011-01-01)
Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of the best choice of reaction conditions and ligand...
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon...
David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses...
Articles
Buchwald Phosphine Ligands
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
Read More

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service